(S)-N-(1-(3,5-bis(benzyloxy)phenyl)-3-((triisopropylsilyl)oxy)propan-2-yl)formamide | 1248682-18-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-N-(1-(3,5-bis(benzyloxy)phenyl)-3-((triisopropylsilyl)oxy)propan-2-yl)formamide
• 英文别名: N-[(2S)-1-[3,5-bis(phenylmethoxy)phenyl]-3-tri(propan-2-yl)silyloxypropan-2-yl]formamide
• CAS: 1248682-18-9
• 化学式: C₃₃H₄₅NO₄Si
• 分子量: 547.81
• InChiKey: WKUKMFITSRXKRW-HKBQPEDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.69
• 重原子数：
  39
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-N-(1-(3,5-bis(benzyloxy)phenyl)-3-((triisopropylsilyl)oxy)propan-2-yl)formamide 在 2-甲基吡嗪 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以73%的产率得到(S)-6,8-bis(benzyloxy)-3-(((triisopropylsilyl)oxy)methyl)-3,4-dihydroisoquinoline
  参考文献：
  名称：

  Total Synthesis of (+)-Korupensamine B via an Atropselective Intermolecular Biaryl Coupling

  摘要：

  The asymmetric total synthesis of nonracemic korupensamine B is reported. It includes a newly designed and highly trans-diastereoselective (>20:1 dr) route to the tetrahydroisoquinoline ring and an unprecedented atropdiastereoselective Suzuki-Miyaura coupling for construction of the fully fashioned naphthylisoquinoline framework that invokes pi stacking as a possible source of stereocontrol.

  DOI：

  10.1021/ja1065202
• 作为产物：
  描述：

  (S)-1-(3,5-bis(benzyloxy)phenyl)-3-((triisopropylsilyl)oxy)propan-2-amine 、 甲酸乙酯 在 溶剂黄146 作用下， 反应 16.0h， 以100%的产率得到(S)-N-(1-(3,5-bis(benzyloxy)phenyl)-3-((triisopropylsilyl)oxy)propan-2-yl)formamide
  参考文献：
  名称：

  Total Synthesis of (+)-Korupensamine B via an Atropselective Intermolecular Biaryl Coupling

  摘要：

  The asymmetric total synthesis of nonracemic korupensamine B is reported. It includes a newly designed and highly trans-diastereoselective (>20:1 dr) route to the tetrahydroisoquinoline ring and an unprecedented atropdiastereoselective Suzuki-Miyaura coupling for construction of the fully fashioned naphthylisoquinoline framework that invokes pi stacking as a possible source of stereocontrol.

  DOI：

  10.1021/ja1065202

文献信息

• Total Synthesis of (+)-Korupensamine B via an Atropselective Intermolecular Biaryl Coupling
  作者：Shenlin Huang、Tue B. Petersen、Bruce H. Lipshutz

  DOI：10.1021/ja1065202

  日期：2010.10.13

  The asymmetric total synthesis of nonracemic korupensamine B is reported. It includes a newly designed and highly trans-diastereoselective (>20:1 dr) route to the tetrahydroisoquinoline ring and an unprecedented atropdiastereoselective Suzuki-Miyaura coupling for construction of the fully fashioned naphthylisoquinoline framework that invokes pi stacking as a possible source of stereocontrol.